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Hotels in Winter Haven

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Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
  • 7 min walk from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,198 reviews)
Room was clean, quiet and the air cooled the room down nicely.

Reviewed on Apr 7, 2026

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
  • 7 min drive from LEGOLAND® Florida
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.2/10 Good! (1,002 reviews)
n/a

Reviewed on Apr 7, 2026

Howard Johnson by Wyndham Winter Haven FL
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
  • 1 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
9/10 Wonderful! (101 reviews)
Legoland was amazing. I will go back 10 times.

Reviewed on Apr 7, 2026

Legoland Florida Hotel
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
  • 11 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
9/10 Wonderful! (198 reviews)
Breakfast was amazing and the rooms are so cute!

Reviewed on Apr 6, 2026

LEGOLAND Beach Retreat
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (9,442 reviews)
I had an overall good experience during my stay at The Grove. The facilities were solid, and the location was very convenient, making it easy to get around and enjoy the surrounding area. That said, there are some areas that could use improvement. The common areas—particularly the elevators and passageways—felt ...

Reviewed on Apr 8, 2026

The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,459 reviews)
The hotel looks very modern, and the amenities such as the pool, lazy river, sauna, and pickleball courts, are definitely worth it. It’s also very well located near Disney.

Reviewed on Apr 8, 2026

Kompose Boutique Resort at Theme Parks
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,827 reviews)
No breakfast. Staff friendly! Clean room. Moved to another room air was not working in the first one.

Reviewed on Apr 7, 2026

Vacation Village Orlando, Celebration
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy. Kissimmee FL
  • 59 min drive from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (3,882 reviews)
Everything was wonderfull i give this hotel more than 5 stars because the staff is amazing and the GM Dalton Cunningham is a very nice person helps u with whatever u need and gives good recommendations!

Reviewed on Apr 8, 2026

Ramada by Wyndham Kissimmee Gateway
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,577 reviews)
Great

Reviewed on Apr 7, 2026

Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,492 reviews)
In desperate need of a renovation. Everyday the elevators broke down even though we were told they were working on fixing them everyday. There was no water in our room for a few hours one day and no one told us they were fixing it until we called maintenance twice. Police showed up at hotel on the ...

Reviewed on Apr 6, 2026

Holiday Inn Resort Kissimmee by the Parks by IHG
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
7700 Westgate Blvd. Kissimmee FL
  • 58 min drive from LEGOLAND® Florida
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,584 reviews)
The. Property was very clean the staff was very nice must visit if you have a family

Reviewed on Apr 7, 2026

Westgate Town Center Resort
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
  • 57 min drive from LEGOLAND® Florida
Book a stay at this golf hotel in Kissimmee. Enjoy free WiFi, 4 outdoor pools, and a golf course. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (4,730 reviews)
The pool was very clean and nice

Reviewed on Apr 7, 2026

Hilton Vacation Club Mystic Dunes Orlando
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winter Haven

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Frequently Asked Questions About Winter Haven hotels

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How many hotels are there in Winter Haven?

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